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1,4-dichloro-2-nitrobenzene

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Identification
Molecular formula
C6H3Cl2NO2
CAS number
99-54-7
IUPAC name
1,4-dichloro-2-nitro-benzene
State
State

At room temperature, 1,4-dichloro-2-nitrobenzene is in a solid state, specifically as a crystalline powder. It is not very volatile under normal laboratory conditions.

Melting point (Celsius)
53.00
Melting point (Kelvin)
326.00
Boiling point (Celsius)
280.00
Boiling point (Kelvin)
553.00
General information
Molecular weight
192.00g/mol
Molar mass
192.0140g/mol
Density
1.5520g/cm3
Appearence

1,4-Dichloro-2-nitrobenzene appears as a pale yellow crystalline powder. The crystals are usually finely divided and may appear slightly granular depending on the form it is provided in.

Comment on solubility

Solubility of 1,4-Dichloro-2-nitro-benzene

1,4-Dichloro-2-nitro-benzene, with the chemical formula C6H3Cl2NO2, showcases a unique solubility profile that is influenced by its molecular structure and functional groups. Here are some key points regarding its solubility:

  • Organic Solvents: 1,4-Dichloro-2-nitro-benzene is generally soluble in organic solvents such as acetone, ethyl acetate, and chloroform due to its nonpolar regions. This characteristic makes it suitable for applications in organic synthesis.
  • Water Solubility: This compound exhibits low water solubility. The presence of the chlorine and nitro groups impedes hydrogen bonding with water molecules, thus limiting its dissolution in an aqueous environment.
  • Temperature Dependence: Like many organic compounds, its solubility may increase with temperature. As the temperature rises, the kinetic energy of the molecules increases, which can help overcome the intermolecular interactions within the solid state.
  • Polarity Considerations: The nitro group contributes to some polarity, yet the overall molecule is still categorized as nonpolar to weakly polar, affecting its solubility in polar solvents.

In conclusion, while 1,4-dichloro-2-nitro-benzene is soluble in various organic solvents, it remains insoluble in water, which reflects the complex interactions between its chemical structure and solvent properties. As always, understanding the solubility behavior can be pivotal when considering practical applications in chemical processes.

Interesting facts

Interesting Facts about 1,4-Dichloro-2-nitro-benzene

1,4-Dichloro-2-nitro-benzene is an intriguing compound with various applications and properties that make it noteworthy in the field of chemistry. It belongs to a class of compounds known as nitrobenzenes, which exhibit unique reactivity due to the presence of both nitro and chloro functional groups. Here are some interesting aspects of this compound:

  • Synthetic Utility: This compound is often utilized as an intermediate in the synthesis of agrochemicals and pharmaceuticals, showcasing its importance in organic chemistry.
  • Electrophilic Reactions: The presence of nitro and chloro groups makes 1,4-dichloro-2-nitro-benzene a candidate for various electrophilic substitution reactions, allowing chemists to create a wide range of derivatives.
  • Environmental Impact: Being a chlorinated compound, it has raised concerns regarding environmental safety and potential toxicity, prompting investigations into its biodegradation and ecological effects.
  • Research Applications: This compound serves as a model in studies related to the behavior of electrophiles and their interactions with nucleophiles, contributing to a deeper understanding of reaction mechanisms.

Chemists often highlight its dual functionality, where both chloro and nitro groups can significantly affect the compound’s chemical reactivity and stability. As noted in chemical literature, “the strategic placement of substituents can dictate the outcome of synthetic pathways,” making compounds like 1,4-dichloro-2-nitro-benzene essential in developing new materials and pharmaceuticals.

Overall, 1,4-dichloro-2-nitro-benzene stands as a testament to the interconnectedness of chemical synthesis, environmental science, and medicinal chemistry, making it a compound of significant interest across various chemical disciplines.

Synonyms
1,4-Dichloro-2-nitrobenzene
2,5-DICHLORONITROBENZENE
89-61-2
Nitro-p-dichlorobenzene
Benzene, 1,4-dichloro-2-nitro-
1-Nitro-2,5-dichlorobenzene
2,5-Dichlornitrobenzen
2,5-Dichloronitrobenzol
Benzene, 2,5-dichloronitro-
CCRIS 3096
EINECS 201-923-3
UNII-IY18G50FF4
NSC 406125
BRN 0778109
1,4-Dichloro-2-nitro-benzene
DTXSID7052602
AI3-01523
HSDB 8024
NSC-6294
NSC-406125
IY18G50FF4
DTXCID1031175
Benzene, 1-nitro-2,5-dichloro-
DICHLORONITROBENZENE, 2,5-
Benzene,5-dichloronitro-
1,4-DICHLORO-2-NITROBENZENE [HSDB]
WLN: WNR CG EG
Benzene,4-dichloro-2-nitro-
2,5-Dichlornitrobenzen [Czech]
2,5-Dichloro-1-nitrobenzene
Nitropdichlorobenzene
MFCD00007074
2,5Dichlornitrobenzen
2,5Dichloronitrobenzol
2,5dichloronitrobenzene
2,5-dichloronitrobezene
1,4-dichloronitrobenzene
1Nitro2,5dichlorobenzene
2, 5-dichloronitrobenzene
2,5-dichloro-nitrobenzene
Benzene, 2,5dichloronitro
1,4-dichloro-2nitrobenzene
Benzene, 1,4dichloro2nitro
SCHEMBL358730
CHEMBL354761
NSC6294
Tox21_303735
NSC406125
1,4-Dichloro-2-nitrobenzene, 99%
AKOS000118944
FD61523
CAS-89-61-2
NCGC00357044-01
AC-11511
AS-14111
D0387
NS00007644
EN300-17409
Q18818937
Z56926526
F0001-2196
1,4-Dichloro-2-nitrobenzene, PESTANAL(R), analytical standard